Old Second Bancorp vice chair sells 16,000 shares

The vice chairman's reported post-transaction positions include directly held shares, 401-K and IRA holdings, and restricted stock units.

Rhea-AI Filing Summary

At Old Second Bancorp Inc. (OSBC), Vice Chairman and director Gary S. Collins reported selling 16,000 common shares on September 23, 2026, at a weighted-average price of $24.6925 per share; reported sale prices ranged from $24.575 to $24.75. His reported holdings afterward included 14,136 directly held common shares, 7,095 shares through a 401-K, 53,136 shares through IRAs, and 37,312 restricted stock units. No Rule 10b5-1 plan is reported.

Insider Trade Summary

Net Seller: 16,000 shares

Net Sell 4 txns

Insider COLLINS GARY S

Role VICE CHAIRMAN

Sold 16,000 shs ($395K)

Type	Security	Shares	Price	Value
Sale	Old Second Bancorp, Inc. Common Stock F1	16,000	$24.6925	$395K
holding	Old Second Bancorp, Inc. Common Stock	--	--	--
holding	Old Second Bancorp, Inc. Common Stock F2	--	--	--
holding	Restricted Stock Units	--	--	--

Holdings After Transaction: Old Second Bancorp, Inc. Common Stock — 14,136 shares (Direct); Old Second Bancorp, Inc. Common Stock — 7,095 shares (Indirect, By 401-K); Old Second Bancorp, Inc. Common Stock — 53,136.085 shares (Indirect, IRA); Restricted Stock Units — 37,312 shares (Direct)

Footnotes (2)

1. F1. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.575 to $24.75, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.
2. F2. Included in this total are 30,880 shares in a ROTH IRA and 22,256.085 in a traditional IRA.

Key Figures

Common shares sold: 16,000 shares Weighted-average sale price: $24.6925 per share Reported sale-price range: $24.575 to $24.75 per share +4 more

7 metrics

Common shares sold 16,000 shares September 23, 2026

Weighted-average sale price $24.6925 per share September 23, 2026

Reported sale-price range $24.575 to $24.75 per share Inclusive; September 23, 2026

Direct common shares after transaction 14,136 shares Reported September 23, 2026

401-K shares 7,095 shares Reported September 23, 2026

IRA shares 53,136 shares Reported September 23, 2026

Restricted stock units 37,312 units Reported September 23, 2026

Key Terms

weighted average price, 401-K, ROTH IRA, traditional IRA, +1 more

5 terms

weighted average price financial

"The price reported in Column 4 is a weighted average price."

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

401-K financial

"By 401-K"

ROTH IRA financial

"30,880 shares in a ROTH IRA"

A Roth IRA is a retirement savings account you fund with money that’s already been taxed, and withdrawals taken in retirement under the account rules are tax-free. It matters to investors because it shifts the tax bill to today instead of retirement, potentially increasing after-tax income later—think of it like paying for a lifetime subscription now so you can use it without extra charges in the future—helpful for long-term tax planning and flexibility.

traditional IRA financial

"22,256.085 in a traditional IRA"

Restricted Stock Units financial

"Restricted Stock Units"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many OSBC shares did the vice chairman sell, and at what price?

Gary S. Collins, Old Second Bancorp's Vice Chairman, reported selling 16,000 common shares on September 23, 2026, at a weighted-average price of $24.6925 per share. The reported prices ranged from $24.575 to $24.75, inclusive.

What OSBC holdings were reported after the sale?

Vice Chairman Gary S. Collins's reported holdings included 14,136 directly held common shares, 7,095 shares through a 401-K, 53,136 shares through IRAs, and 37,312 restricted stock units. The IRA holdings included 30,880 shares in a Roth IRA and 22,256 shares in a traditional IRA.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/23/2026 - 06:35 PM Accepted by SEC EDGAR 09/23/2026 - 06:34 PM Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

COLLINS GARY S

(Last) (First) (Middle)

37 S. RIVER ST.

(Street)

AURORA ILLINOIS 60302

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
OLD SECOND BANCORP INC [ OSBC ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	VICE CHAIRMAN

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/23/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Old Second Bancorp, Inc. Common Stock	09/23/2026		S		16,000	D	$24.6925(1)	14,136	D
Old Second Bancorp, Inc. Common Stock								7,095	I	By 401-K
Old Second Bancorp, Inc. Common Stock								53,136.085(2)	I	IRA
Restricted Stock Units								37,312	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.575 to $24.75, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

2. Included in this total are 30,880 shares in a ROTH IRA and 22,256.085 in a traditional IRA.

	/s/ Shirley Cantrell, Attorney-in-Fact	09/23/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)